Failure & regret

What has been your biggest disappointment?

368 answers answered between 1995 and 2026 one of 25 in The Q&A

Originally asked

The Guardian, to a different person each week, The Q&A

This exact question recurs in The Guardian's institutional Q&A pool.

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On the record

Public figures who have answered a question like this elsewhere. Quoted from the source shown, not written for FLAPSS.

Shaun White American snowboarder and skateboarder
The first video game I was in. I was 13 and video games were the world for me, and my character was awful. He had this terrible orange 'fro, his voice was a man's and he was slow and didn't turn well – nothing like me.
Recorded The Guardian, The Q&A, The Guardian, 13 March 2010 source ↗
Ivan Lendl Czech and American tennis player
Plenty of matches got away, but there’s nothing I can do about it, so why worry?
Recorded The Guardian, The Q&A, The Guardian, 15 July 2017 source ↗
Jonnie Peacock British athlete
I try not to have disappointments, because a lot of the bad things that happen in life teach you things.
Recorded The Guardian, The Q&A, The Guardian, 27 January 2018 source ↗
Mo Farah British track and field athlete
Beijing 2008 – not making the Olympic final.
Recorded The Guardian, The Q&A, The Guardian, 27 April 2019 source ↗
Harry Redknapp English football player and manager
That my mum and dad didn’t move to live by the sea, where we live, before they died.
Recorded The Guardian, The Q&A, The Guardian, 4 May 2019 source ↗
Kevin Pietersen English cricketer
The way I left English cricket. I was scapegoated for the Ashes tour in 2013-14 and there was a bitter battle between the England Cricket Board and me for a few years.
Recorded The Guardian, The Q&A, The Guardian, 8 June 2019 source ↗
Andy Murray British professional tennis player, 2005–2024
Professionally, when I lost my first Wimbledon final. I am also disappointed I didn’t learn Spanish when I lived there.
Recorded The Guardian, The Q&A, The Guardian, 6 July 2019 source ↗
Bradley Wiggins British former professional road and track racing cyclist
Never going back to the Tour de France and trying to win again.
Recorded The Guardian, The Q&A, The Guardian, 21 September 2019 source ↗
Judy Murray Scottish tennis coach
That Scottish tennis has failed to capitalise on the successes of Jamie and Andy.
Recorded The Guardian, The Q&A, The Guardian, 12 December 2020 source ↗
Serena Williams United States professional tennis player, 1995–2022
Any lost match is, of course, disappointing, but every loss is a lesson to be learned.
Recorded The Guardian, The Q&A, The Guardian, 30 January 2021 source ↗
Gabby Logan Welsh TV/radio presenter and rhythmic gymnast
To go out of Strictly Come Dancing as early as I did.
Recorded The Guardian, The Q&A, The Guardian, 12 November 2022 source ↗

1 answer from members

Not being able to start my own company

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